Solid‐phase synthesis of a dendritic peptide related to a retinoblastoma protein fragment utilizing a combined boc‐ and fmoc‐chemistry approach

Dendritic peptides, often presented as multiple antigen peptides (MAPs), are widely used in immunological‐based fields of research, although their synthesis can be extremely challenging. In this paper, a tetrameric dendritic MAP‐like presentation of the retinoblastoma protein [649‐654] sequence (4RB 649‐654 ) has been prepared using solid‐phase peptide synthesis (SPPS) methods. During the synthesis of this dendritic molecule, numerous modifications to the synthetic protocols were examined. These modifications included the introduction of a combination Boc‐ and Fmoc‐chemistry approach and also the use of 1,8‐diazabicyclo[5.4.0]‐undec‐7‐ene as a Fmoc‐deprotection agent. The use in combination of Boc‐ and Fmoc‐based synthetic strategies resulted in the production of the desired peptide molecule, 4RB 649‐654 , in high purity and acceptable yields following purification by reversed phase HPLC. Copyright © 2001 European Peptide Society and John Wiley & Sons, Ltd.